65490-17-7Relevant academic research and scientific papers
OH-directed alkynylation of 2-vinylphenols with ethynyl benziodoxolones: A fast access to terminal 1,3-enynes
Finkbeiner, Peter,Kloeckner, Ulrich,Nachtsheim, Boris J.
supporting information, p. 4949 - 4952 (2015/04/14)
The first direct alkynylation of 2-vinylphenols was developed. The rationally optimized hypervalent iodine reagent TIPS-EBX in combination with [(CpRhCl2)2] as a C-H-activating transition metal catalyst enables the construction of a variety of highly substituted 1,3-enynes in high yields of up to 98 %. This novel C-H activation method shows excellent chemoselectivity and exclusive (Z)-stereoselectivity, and it is also remarkably mild and tolerates a variety of functional groups. Furthermore, synthetic modifications of the resulting 1,3-enynes were demonstrated. To our knowledge, this is the first example for an OH-directed C-H alkynylation with hypervalent iodine reagents.
Rhodium(III)-catalyzed dearomatizing (3 + 2) annulation of 2-alkenylphenols and alkynes
Seoane, Andrés,Casanova, Noelia,Qui?ones, Noelia,Mascare?as, José L.,Gulías, Moisés
supporting information, p. 7607 - 7610 (2014/06/10)
Appropriately substituted 2-alkenylphenols undergo a mild formal [3C+2C] cycloaddition with alkynes when treated with a Rh(III) catalyst and an oxidant. The reaction, which involves the cleavage of the terminal C-H bond of the alkenyl moiety and the dearomatization of the phenol ring, provides a versatile and efficient approach to highly appealing spirocyclic skeletons and occurs with high selectivity.
Ethylene glycol as hydrogen donor for the syntheses of thymol analogues via hydrolysis of 4-methylcoumarins
Chang, Junbiao,Wang, Shuyang,Shen, Zhenhua,Huang, Gang,Zhang, Yueteng,Zhao, Jing,Li, Changwei,Fan, Fangfang,Song, Chuanjun
supporting information, p. 6755 - 6757,3 (2012/12/12)
Treatment of 4-methylcoumarins with potassium hydroxide in ethylene glycol resulted in the formation of the 'normal' 2-isopropenylphenols and/or the 'abnormal' 2-isopropylphenols depending on the nature of the substrates. The solvent ethylene glycol was b
